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吲哚作为环加成反应中的多功能砌块:杂环框架的多样化合成。

Indole as a Versatile Building Block in Cycloaddition Reactions: Synthesis of Diverse Heterocyclic Frameworks.

机构信息

Department of Chemistry, Pandu College, Guwahati, Assam, 781012, India.

Department of Chemistry, Madhabdev University, Lakhimpur, Assam, 784164, India.

出版信息

Top Curr Chem (Cham). 2024 May 17;382(2):18. doi: 10.1007/s41061-024-00463-y.

Abstract

Indole, a ubiquitous and structurally versatile aromatic compound, has emerged as a key player in the synthesis of diverse heterocyclic frameworks via cycloaddition reactions. These reactions are completely atom-economical and, hence, are considered as green reactions. This review article provides a comprehensive overview of the pivotal role played by indole in the construction of complex and biologically relevant heterocyclic compounds. Here we explore the chemistry of indole-based cycloadditions, highlighting their synthetic utility in accessing a wide array of heterocyclic architectures, including cyclohepta[b]indoles, tetrahydrocarbazoles, tetrahydroindolo[3,2-c]quinoline, and indolines, among others. Additionally, we discuss the mechanistic insights that underpin these transformations, emphasizing the strategic importance of indole as a building block. The content of this article will certainly encourage the readers to explore more work in this area.

摘要

吲哚是一种普遍存在且结构多样的芳香化合物,已成为通过环加成反应合成各种杂环骨架的关键物质。这些反应完全是原子经济的,因此被认为是绿色反应。本文综述了吲哚在构建复杂且具有生物学相关性的杂环化合物中的核心作用。在这里,我们探讨了基于吲哚的环加成反应的化学性质,强调了它们在获得广泛的杂环结构中的合成效用,包括环庚[b]吲哚、四氢咔唑、四氢吲哚并[3,2-c]喹啉和吲哚啉等。此外,我们还讨论了支撑这些转化的机制见解,强调了吲哚作为构建块的战略重要性。本文的内容肯定会鼓励读者在这一领域进行更多的探索。

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